8-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine → HCID 57752615, compound

HRID 226043Notes

Reaction equation

HRID 226043 reaction equation
[CH:1]1([C:6]2[C:7]3[N:8]([CH:13]=[C:14]([CH3:16])[N:15]=3)[N:9]=[C:10]([CH3:12])[CH:11]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:17]([CH:19]([C:22]1[C:23]2[N:24]([C:29](I)=[C:30]([CH3:32])[N:31]=2)[N:25]=[C:26]([CH3:28])[CH:27]=1)[CH2:20][CH3:21])[CH3:18]>>[CH:1]1([C:6]2[C:7]3[N:8]([C:13]([C:29]4[N:24]5[N:25]=[C:26]([CH3:28])[CH:27]=[C:22]([CH:19]([CH2:17][CH3:18])[CH2:20][CH3:21])[C:23]5=[N:31][C:30]=4[CH3:32])=[C:14]([CH3:16])[N:15]=3)[N:9]=[C:10]([CH3:12])[CH:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 577526818-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 68857719HCID 68857719, compound

Product 1

HCID 57752615HCID 57752615, compoundYield 54%

Procedure

Using a procedure analogous to Example 16B, 8-cyclopentyl-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.41, 1.86 mmol) and 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.63 g, 1.86 mmol) give the title compound (0.43 g, 1.0 mmol, 54%). 1H NMR (CDCl3): δ 0.92 (t, J=7.4 Hz, 6H), 1.70-1.96 (m, 10H), 2.25-2.35 (m, 2H), 2.43 (s, 3H), 2.44 (s, 3H), 2.47 (s, 6H), 3.35-3.48 (m, 1H), 3.78-3.90 (m, 1H), 6.68 (s, 1H), 6.76 (s, 1H) ppm. ES-MS (m/z): calcd for C26H34N6 (M+H)+: 431.6. found: 431.3.

Sources & evidence

ORD record
ord-445ddfa651184d4a9030bc3bcd02ea00
Source dataset
uspto-grants-2009_07
Patent number
US07557103B2

Reaction notes

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